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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 877632Erstellt: 25. Oktober 2026

3-(Morpholine-4-sulfonyl)benzohydrazide → N-[(E)-1-(5-chloro-2-fluorophenyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamide

https://huagongshe.com/reaction/877632

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-(Morpholine-4-sulfonyl)benzohydrazideHCID 877246—
Edukt1-(5-Chloro-2-fluorophenyl)ethanoneHCID 2773579—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
ProduktN-[(E)-1-(5-chloro-2-fluorophenyl)ethylideneamino]-3-morpholin-4-ylsulfonylbenzamideHCID 8658092019,22%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

1-(5-chloro-2-fluorophenyl)ethanone (20 mg, 0.116 mmol) and 3-(morpholinosulfonyl)benzohydrazide (33.1 mg, 0.116 mmol) was dissolved in Methanol (Volume: 4 ml) in the presence of acetic acid as a catalyst and then the reaction mixture was heated via microwave irradiation to 120° C. for 30 min. Reaction was monitored by TLC. After completion of the reaction, following cooling, the solvent was removed by vacuum and the resulting crude material was purified by flash column chromatography (2% CH3OH/CH2Cl2) afforded the title compound (E)-N′-(1-(5-chloro-2-fluorophenyl)ethylidene)-3-(morpholinosulfonyl)benzohydrazide (10 mg, 0.022 mmol, 19.22% yield) as a solid. 1H NMR (CDCl3, 400 MHz): δ 8.26 (m, 1H), 8.09 (m, 1H), 7.80 (d, 1H, J=7.6 Hz), 7.58 (t, 1H, J=7.6 Hz), 7.37 (m, 1H), 7.21 (m, 1H), 6.95 (m, 1H), 3.61 (m, 4H), 2.90 (m, 4H), 2.29 (s, 3H). Mass [M+H]+:440.1

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08987335B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-3799ad55235545df8ca98491a57c5750
Quellennotizuspto-grants-2015_03